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A gentleman and a scholar! Thanks, this fixed it. I was actually able to launch it through Retroarch itself, so it was showing up on the list in RA. But this helped it show up under the game files.

its been a while since I used OnionOS but I believe you may have to manually refresh your rom list

I’ve added the troubleshooting sections from the NHL 94 & 95 pc manuals. I think you need to make sure you have enough conventional memory, and you need to make sure your memory configuration is correct, and have files=30 and buffers=30 in your config.sys

Actually if it's okay with you Adam, I think I'm going to edit your game to make the default match up Winnipeg vs Washington. I know that it's supposed to be the teams that made the Finals, but aside from normally using the Jets anyway, I'll just justify it as going with the top Regular Season teams, rather than have to look at those dumb Panthers for another year.

Grumble grumble. Yeah I thought I'd looked at that but evidently forgot. I couldn't directly copy the playoff draws from '97 due to the Winnipeg/Phoenix thing happening and messing up the team order, but I was able to just swap over any instance of Colorado from the East to the West. The Islanders were just using their default colours, which was oddly more red than orange. It was an unfortunate choice by the original dev team to not only pick that, but to make the new sprites use a much less detailed colour scheme. I did go through and give them the two blue tone and orange look. Update is in the original post.